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New chemotype of essential oil of Achillea santolina L.
collected from different regions of Algeria
Tayeb Berramdane, Nadhir Gourine, Isabelle Bombarda, Mohamed Yousfi
To cite this version:
Tayeb Berramdane, Nadhir Gourine, Isabelle Bombarda, Mohamed Yousfi. New chemotype of essential oil of Achillea santolina L. collected from different regions of Algeria. Journal of Food Measurement and Characterization, Springer Verlag, 2018, 12 (3), pp.1779 - 1786. �10.1007/s11694-018-9793-5�. �hal-01930264�
HAL Id: hal-01930264
https://hal-amu.archives-ouvertes.fr/hal-01930264
Submitted on 21 Nov 2018
HAL is a multi-disciplinary open access
archive for the deposit and dissemination of sci-entific research documents, whether they are pub-lished or not. The documents may come from teaching and research institutions in France or abroad, or from public or private research centers.
L’archive ouverte pluridisciplinaire HAL, est destinée au dépôt et à la diffusion de documents scientifiques de niveau recherche, publiés ou non, émanant des établissements d’enseignement et de recherche français ou étrangers, des laboratoires publics ou privés.
New chemotype of essential oil of Achillea santolina L.
collected from different regions of Algeria
Tayeb Berramdane, Nadhir Gourine, Isabelle Bombarda, Mohamed Yousfi
To cite this version:
Tayeb Berramdane, Nadhir Gourine, Isabelle Bombarda, Mohamed Yousfi. New chemotype of essential oil of Achillea santolina L. collected from different regions of Algeria. Journal of Food Measurement and Characterization, 2018, 12 (3), pp.1779 - 1786. <10.1007/s11694-018-9793-5>. <hal-01930264>
Vol.:(0123456789)
1 3
Journal of Food Measurement and Characterization https://doi.org/10.1007/s11694-018-9793-5
ORIGINAL PAPER
New chemotype of essential oil of Achillea santolina L. collected
from different regions of Algeria
Tayeb Berramdane1 · Nadhir Gourine1 · Isabelle Bombarda2 · Mohamed Yousfi1
Received: 21 September 2017 / Accepted: 24 March 2018
© Springer Science+Business Media, LLC, part of Springer Nature 2018
Abstract
Chemical composition of essential oil (EO) obtained by hydrodistillation of the aerial parts of Achillea santolina L. was analysed using GC and GC–MS. Especially, this study involved a large scale investigation, using different regions in which, five flowering wild growing populations collected from the high plateau of Algeria were engaged. Unlike previous reports, the current investigation showed very high EO yields for this plant (up to 1.7% w/w “dw”). The main result of the current study was the occurrence of a new chemotype rich in camphor (39.54–67.86%) and 1,8-cineole (7.14–8.57%).
Keywords Achillea santolina L. · Algeria · Essential oil · Chemical composition · Chemotype · Yield
Introduction
The genus Achillea is one of the most important genres of the Asteraceae family and comprises 115 species, which are mainly distributed in Europe, Asia and North Africa [1]. There are about five species of Achillea which are widely distributed in Algeria; A. ligustica All., A. leptophylla M.B.,
A. odorata L., A. santolinoïdes Lag. and A. santolina L. [2]. The aerial parts of different species of the genus Achillea are widely used in folk medicine due to various purposes and pharmacological properties in various biological activities, such as, anti-inflammatory [3], antimicrobial [4, 5], anti-spasmodic [6], antiulcer [7], and antiradical activities [8, 9]. Furthermore, this plant is also used as treatment for cancer-ous cells [9, 10]. More specifically for A. santolina, the dried aerial parts and flowers of this plant were used tradition-ally as antidiabetic and as anti-inflammatory. It also used to relieve pain or dryness of the navel, stomach pain or gas and to relieve the symptoms of common cold [11]. Moreo-ver, previous experimental investigations on A. santolina
confirmed different biological and antioxidant activities of this plant [8, 11–23].
To our best knowledge, A. santolina growing in Algeria did not exhibit any studies concerning the chemical com-position of their essential oil. At the opposite side, and according to literature, there were only few articles which reported the chemical composition of the essential oil of A.
santolina coming from different countries of origin: Egypt
[14, 22–24], Jordan [25] and Iran [26–28]. These reports revealed a high variability of the essential oil of A. santolina, which suggests the presence of different chemotypes for this plant, or at least indicates the presence of large chemical polymorphism within the population of this plant. The cur-rent investigation aims to identify the possible presence of new chemotype for the Algerian A. santolina essential oils.
Materials and methods
Plant collectionThe aerial parts of A. santolina L. (at their full flowering phenological stage) were collected at the end of May 2014 from five different areas of the high plateaus; three from the wilaya of El-Bayadh (Tousmouline: R1, Mikther: R2, Bouzoulay: R3), and two from the wilaya of Laghouat (Lal-maya: R4 and Sidi Makhlouf: R5). More specifically, the geographical coordinates of the exact locations of these regions of collection and their altitudes, were summarized * Nadhir Gourine
n.gourine@lagh-univ.dz; gourine.nadir@gmail.com * Mohamed Yousfi
yousfim8@gmail.com
1 Laboratoire des Sciences Fondamentales (LSF), Université
Amar Télidji, Laghouat, BP. 37G, 03000 Laghouat, Algeria
2 Aix Marseille Univ, Univ Avignon, CNRS, IRD, IMBE,
Marseille, France
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in Table 1. The plant was identified by Dr. Seridi abdel-kadir from Department of Agronomy, University of Laghouat. Voucher specimens have been deposited in the herbarium of the National Agronomic Institute of Algiers (N.A.I.), Algeria (Herbarium No. P: 11).
Essential oil extraction
The plant material samples were dried in a shade at ambient temperature; next they were carefully milled; after that they were hydrodistilled for 3 h using a Clevenger type apparatus. The essential oil samples were recovered from the distillate with diethyl-ether solvent and then dried overnight using anhydrous sodium sulfate Na2SO4. After filtration the extract solutions, they were reduced at room temperature under light vacuum pressure using rotary evaporator (rotavap). Finally, the obtained EO samples were stored at (+ 4 °C) until analysis.
Essential oil analysis
Analysis was carried out by gas chromatography (GC) using two columns and by gas chromatography–mass spectroscopy (GC–MS).
Gas chromatography (GC)
For the first column (polar), a CP-Varian 3800 gas chroma-tograph was used with a flame ionization detector (FID), and a UB-Wax fused silica capillary column (60 m × 0.32 mm, 0.25 µm film thickness). Oven temperature was programmed from 50 to 250 °C at a rate of 3 °C min−1 and held at 250 °C
for 10 min. Injector and detector temperatures were set at 250 and 260 °C, respectively. Helium was the carrier gas at a flow rate of 1 ml min−1. Splitting ratio 1:50.
For the second column (apolar), analytical GC was car-ried out in a Hewlett-Packard 6890 (Agilent Technologies, Palo Alto, CA, USA) gas chromatograph with a HP GC ChemStation Rev. A.05.04 data handling system, equipped with a single injector and flame ionization detection (FID) system. A graphpak divider (Agilent Technologies, part no. 5021-7148) was used for sampling to fused silica capil-lary column HP-5 (polydimethylsiloxane 30 m × 0.20 mm
i.d., film thickness 0.20 µm). Oven temperature program: 70–220 °C (3 °C min−1), 220 °C (15 min); injector
tempera-ture: 250 °C; carrier gas: helium, adjusted to a linear veloc-ity of 30 cm s−1; splitting ratio 1:40; detectors temperature:
250 °C.
Gas chromatography–mass spectroscopy (GC–MS)
GC–MS was carried out in a Hewlett-Packard 6890 gas chro-matograph fitted with a HP-1 fused silica column (polydi-methylsiloxane 30 m × 0.25 mm i.d., film thickness 0.25 µm), interfaced with an Hewlett-Packard mass selective detector 5973 (Agilent Technologies) operated by HP Enhanced ChemStation software, version A.03.00. GC parameters as described above; interface temperature: 250 °C; MS source temperature: 230 °C; MS quadrupole temperature: 150 °C; ionization energy: 70 eV; ionization current: 60 µA; scan range: 35–350 units; scans s−1: 4.51.
Components of each EO sample were identified by their linear retention indices on both UB-Wax and SPB-1 col-umns. Linear retention indices were calculated relative to linear homologous series of n-alkanes C8–C24. The
identifi-cations of the components were based on the comparison of their mass spectra with those of Wiley and NIST (National Institute of Standards and Technology) libraries, as well as by comparison of their retention indices with those of the values of a homemade database.
Statistical analysis
Cluster analysis
Cluster analysis was performed using AHC (Ward’s tech-nique) with Euclidean distance measure. The calculus was performed using two sets of data. The set of data which refer to the analysis of chemical composition of the essential oil of A. santolina, was composed of five different EO plant samples (from different regions of collection in Algeria). The total number of adopted variables was ten (representing simply the major identified components in all represented individuals, or the most influencing parameters that could make a difference i.e. some minor compounds).
Table 1 Characteristics of
Achillea santolina L. accessions
used in this study
Attributed
region code Origin Latitude Longitude Altitude (m) R1 El-Bayadh Tousmouline 33°38′11.6″N 0°18′50.5″E 1191 R2 Mikther 33°47′33.0″N 1°00′30.22″E 1223 R3 Bouzoulay 34°01′43.8″N 0°57′36.6″E 1094 R4 Laghouat Lalmaya 33°25′53.1″N 2°00′01.7″E 918 R5 Sidi Makhlouf 34°7′39.45″N 3°00′53.2″E 881
New chemotype of essential oil of Achillea santolina L. collected from different regions of…
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Principal component analysis (PCA)
The principal component analysis was performed using the same individuals and the same variables adopted for agglomerative hierarchical clustering method (as previously described).
Results and discussion
The essential oils isolated by hydrodistillation from plant samples harvested at their full flowering stage were obtained as pale yellow color. The obtained yields of the EO of the five different regions were different; they varied between 0.72 and 1.70% (Table 2). The determined yields of studied samples coming from different localities in Algeria revealed they were very rich in essential oil. The average calculated yield of these essential oils (expressed as mean ± SD) was equal to 1.06 ± 0.39%. These obtained values represented very high yields in comparison with the majority of previ-ous reported works that dealt with the same plant material, but originating from different countries. More explicitly, the EO yield of the aerial parts of A. santolina from Jordan was found to be 0.18% [25]; for those of Iran (different locali-ties) they were in the range of 0.10–0.60% [26, 27]. The EO yields of different parts of A. santolina; were also reported. They were identical for leaves, stems and flowers from Egypt (Sinai desert) with a yield values of 0.9% [14], but different for those coming from Iran: leaves (1.5%), stems (0.2%) and flowers (1.4%) [28].
For the current study, the most important and the highest yield was recorded for the region of R4 (1.7%), and the low-est one for the region of R5 (0.72%); both regions belonged to the wilaya of Laghouat. The regions R2 and R3 showed practically similar yield values. The same previous obser-vation could be extended to the yields of both R1, and R5 regions. The comparison of the maximum obtained yield with those of literature (no matter the studied parts: aerial or specific) revealed that it was 1.88 (≈ 2) to 17 times higher than those of above mentioned reports [14, 25–28]. In fact, the mean yield value of all investigated samples (1.06%) was the highest one, in comparison with all of those reported previously, for the same plant material. Moreover, the lowest yield (R5) was slightly lower than the highest yield (0.9%) reported in literature [14].
When considering other species of Achillea as a purpose of yield comparison, the obtained yields values were also roughly equal or simply higher than those of other spe-cies rich in EO such as A. filipondila (0.76%), A. pbrygia (0.70%), and A. odorata (0.64–0.79%) [29].
The essential oil compositions of the A. santolina samples considered for this study were characterized by the pres-ence of high amounts of oxygen containing monoterpenes
(60.56–78.84%) (Table 2). As matter of fact, the percent-ages of oxygenated monoterpenes were by far higher than monoterpenes hydrocarbons (2.34–10.64%). In this case the most representative oxygenated monoterpenes was exclu-sively camphor (39.54–67.86%). The percentages of total monterpenes were varying from 65.05 to 91.82%. In another side, the percentages of oxygenated sesquiterpenes were most of the time very weak (max. 1.98%). In this context, no sesquiterpenes hydrocarbons were detected this time.
The results brought by the current investigation on the chemical composition of the essential oils of A. santolina were different from those previously reported in literature. In fact, the determined values belonged to a new chemo-type rich in camphor (39.54–67.86%), with mean and stand-ard deviation values of (55.06 ± 11.00%) and 1,8-cineole (7.14–8.57%) with (mean ± SD = 7.70 ± 0.65%); and con-tain a minor compound α-terpineol (1.24–4.16%), which was practically absent in almost all previous reports, exception is made for the plant coming from Egypt [23] where its value was in the range of our presented work (Table 3). Moreover, the obtained percentages of some other minor compounds such as α-pinene (1.05–2.52%) and camphene (1.29–4.28%), were slightly higher than those of previous reports dealing only with the aerial parts: (α-pinene: 0.0–0.6%; camphene: 0.0–1.2%).
In order to determine, if exists, the similarities and/or the differences within the chemical compositions of the studied EO samples representing different regions of collection in Algeria, two powerful methods of multivariate statistical analysis were employed: AHC and principal component analysis (PCA). Besides, these two statistical methods were also engaged in highlighting the occurrence of the new Alge-rian chemoype taking in consideration the comparison of current values study with those of literature.
First, let’s study both similarities and difference among the investigated Algerian EO samples. The results of AHC analysis represented by the dendrogram of the Fig. 1, showed the presence of two clusters regrouping (R1, R2, R3) and (R4, R5), respectively. These result showed very good simi-larities among the three samples R1, R2 and R3, represent-ing the region of El-Bayadh, and also for the samples R4 and R5, referring to the region of Laghouat, respectively. The difference between the two clusters R1, R2, R3 and R4, R5 is not obvious but existing (slight difference). R4 and R5 are exhibiting lower percentages of camphor (39.54%; 48.88%) in comparison with R1,2,3 samples (58.66–67.88%). This quick and general inspection excludes the idea of the pres-ence of more than one chemotype among the studied sam-ples (only variability that exists). It can be clearly observed from the Table 3, that the Algerian samples were quite dif-ferent from the rest of the reported samples.
These above observations for the studied samples were also confirmed by the results of PCA (Fig. 2), and
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Table 2 Essential oil composition of aerial parts of Achillea santolina L. from five different regions of collection in Algeria
Compounds listed in order to their elution on the UB-Wax column column
a Linear retention indices on the UB-Wax column relative to C
8–C24 n-alkanes b Linear retention indices on the HP-5 column relative to C
8–C24 n-alkanes c Percentages obtained by FID peak-area normalization on UB-Wax column
No. Components LRIa LRIb Compositionc Identification
El-Bayadh Laghouat
Tousmoul-ine (R1) Mikther (R2) Bouzoulay (R3) Lalmaya (R4) Sidi Makhlouf (R5) 1 Tricyclene 1011 919 0.24 0.27 0.26 – – MS, RI 2 α-Pinene 1022 929 2.21 2.52 1.64 1.68 1.05 MS, RI 3 Camphene 1061 942 3.28 3.47 4.28 2.89 1.29 MS, RI 4 β-Pinene 1102 970 0.98 1.06 0.79 0.98 – MS, RI 5 Sabinene 1117 963 0.53 0.69 0.37 0.64 – MS, RI 6 α-Terpinene 1184 1008 0.28 0.40 0.35 – – MS, RI 7 Limonene 1206 1022 0.57 0.69 0.45 0.58 – MS, RI 8 1,8-Cineole 1218 1018 8.22 8.57 7.29 7.14 7.29 MS, RI 9 γ-Terpinene 1250 1046 0.68 0.52 0.63 – – MS, RI 10 E-β-ocimene 1277 0.41 – 0.34 – MS, RI 11 p-Cymene 1287 1011 0.16 0.81 0.24 1.30 – MS, RI 12 α-Terpinolene 1299 1076 0.24 0.21 0.24 – – MS, RI 13 cis-Sabinene hydrate 1510 1050 0.53 0.66 0.31 0.98 0.75 MS, RI 14 α-Campholenal 1493 1102 0.21 – – – – MS, RI 15 Camphor 1518 1118 60.38 58.66 67.86 39.54 48.88 MS, RI 16 trans-Sabinene hydrate 1544 0.19 – 0.67 – – MS, RI 17 Linalool 1550 1081 0.13 – – – – MS, RI 18 Pinocarvone 1563 1133 0.12 – – – – MS, RI 19 cis-p-Menth-2-en-1-ol 1577 1105 0.78 0.43 – 1.04 – MS, RI 20 Bornyl acetate 1592 0.78 2.08 – – – MS, RI 21 Terpinen-4-ol 1615 1157 2.45 4.32 – 3.02 1.23 MS, RI 22 trans-p-Menth-2-en-1-ol 1634 – 0.21 – – – MS, RI 23 Myrtenal 1667 1163 0.21 0.24 – 2.97 – MS, RI 24 α-Terpineol 1705 4.61 1.24 1.43 2.15 3.01 MS, RI 25 cis-Verbenol 1709 – 0.40 – – – MS, RI 26 Borneol 1715 1133 0.34 0.22 – 1.65 2.30 MS, RI 27 Myrtenol 1794 1175 1.39 1.12 – 3.05 – MS, RI 28 Caryophyllene oxide 1990 1.61 – 0.74 1.98 0.85 MS, RI 29 Caryophyllenol II 2230 0.18 – – – – MS, RI 30 E,E-farnesyl acetate 2279 0.11 0.23 – 0.78 0.84 MS, RI Total 91.82 89.02 87.89 72.37 67.49 Monoterpene hydrocarbons 9.58 10.64 9.59 8.07 2.34 Oxygen containing monoterpene 78.84 75.41 76.58 60.56 62.71 Total monoterpenes 88.42 86.05 86.17 68.63 65.05 Sesquiterpene hydrocarbons – – – – – Oxygen containing sesquiterpene 1.79 0.00 0.74 1.98 0.85 Total sesquiterpenes 1.79 0.00 0.74 1.98 0.85
Esters 1.61 2.97 0.98 1.76 1.59
Essential oil yield % (w/w) 0.76 0.99 1.11 1.70 0.72
New chemotype of essential oil of Achillea santolina L. collected from different regions of…
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Table 3 Com par ison of the essential oil com
positions of Ac hillea sant olina L. or iginating fr om differ ent countr ies wit h t hose of cur rent s tudy Chemo type (assum p-tion) no. I II III IV V VI VII VII IX Countr y Jor dan Egyp t Egyp t Iran Iran Alg er ia Plant par ts Aer ial par ts Aer ial par ts Flo wer Leaf Stem Flo wer Leaf Stem Aer ial par ts Aer ial par ts Ref er ence [ 25 ] [ 24 ] [ 23 ] [ 14 ] [ 28 , 30 ] [ 26 ] Cur rent study α-Pinene 0.6 – 0.5 0.70 0.35 0.15 1.2 1.4 0.9 – – – – 1.05–2.52 Cam phene 1.2 – 0.9 0.60 0.29 0.26 1.4 1.3 1.2 – 0.23 – – 1.29–4.28 1,8-Cineole 17.6 8.64 7.1 3.0 1.93 0.69 5.0 4.5 3.0 – – – 0.77 7.14–8.57 Cam phor 17.5 5.41 6.7 3.76 3.03 3.40 4.2 4.1 3.8 10.27 15.61 – 48.11 39.54– 67.86 Ter pinen-4-ol 7.0 2.33 1.1 6.60 6.53 5.89 6.4 7.1 6.1 – – – – 0–4.32 Bor neol 1.0 – 1.7 4.5 4.8 3.56 1.5 3.5 4.5 0.8 9.34 – 3.93 0–2.3 α-Ter pineol 2.5 – 2.3 0.34 0.30 0.12 0.5 0.5 0.4 2.83 – – 1.56 1.24–4.16 trans -Car veol 4.8 – 2.4 – – – – – – 1.38 0.53 – 0.28 0–0.63 Ger macr ene D 0.6 – 0.5 1.20 1.07 1.50 1.6 1.1 1.9 3.49 4.24 19.91 6.36 – Bicy clog er macr ene 0.3 – 0.1 0.60 0.48 1.01 0.6 0.9 0.9 1.74 2.36 8.18 2.57 – Spat hulenol 1.1 – 0.4 – – – – 0.1 0.6 2.03 1.64 4.08 1.57 – β-Thujone – 8.96 8.4 – – – – – – – – – – – Fr ag ranol – 10.52 8.2 11.84 13.22 18.69 8.1 9.1 7.8 – – – – – Fr ag ran yl ace tate – – 27.3 51.70 47.14 45.10 28.4 34.0 37.0 – – – – – 1,6-Dime th yl-1,5-cy -clooct adiene – 60.52 14.6 – – – – – – – – – – – α-Ter pin yl ace tate – – – 0.40 2.30 3.88 0.6 3.4 5.1 – – – – – EO yields (w/w) 0.18 – 0.49 0.9 0.9 0.9 0.7 0.25 0.15 0.1 0.12 0.15 0.6 0.72–1.7
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which allowed us to discuss the similarities and the dif-ferences upon the chemical compositions. Loading fac-tors for principal axes F1 and F2 (representing 77.26% of the total information), are given in Fig. 2. The F1 Axis, which represents 45.55% of the total information, is highly positively correlated with borneol (95.5%), and also highly negatively correlated with α-pinene (− 89.1%), camphene
(− 89.5%) and β-pinene (− 85.7%). In addition this axis is also in good correlation with 1,8-cineole (Table 5).
In another hand, axis F2, which represents 31.72% of the total information, is highly negatively correlated with
trans-carveol (− 86.1%), and in good negative
correla-tion with camphor (− 69.1%). At the opposite, this axis is
Fig. 1 Dendrogram obtained
from a cluster analysis of five different Algerian essential oil samples of Achillea santolina L. Samples are clustered using Ward’s technique with a Euclid-ean distance measure
Al ge ria: R4 Al ge ria: R 5 Al ge ria: R3 Al ge ria: R 1 Al ge ria: R 2 0 50 100 150 200 250 300 350 400 450 Di ss im ila rity Dendrogram
Fig. 2 Two dimensional plots
on axes F1 and F2 using PCA of five different Algerian essential oil samples of Achillea
santo-lina L. Algeria: R1 Algeria: R2 Algeria: R3 Algeria: R4 Algeria: R5 α-Pinene Camphene 1,8-Cineole Camphor Terpinen-4-ol Borneol α-terpineol trans-carveol β-Pinene p-cymene -4 -3 -2 -1 0 1 2 3 4 -5 -4 -3 -2 -1 0 1 2 3 4 5 6 F2 (3 1. 72 %) F1 (45.55 %) Biplot (axes F1 and F2: 77.26 %)
New chemotype of essential oil of Achillea santolina L. collected from different regions of…
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strongly positively correlated with terpinen-4-ol (91.4%) and p-cymene (77.7%) (Table 5).
The values of the correlations of the compounds among each other and with the axis F1 and F2 were summarized in Tables 4 and 5.
As determined earlier by the AHC analysis, the samples R1–R5 (of Laghouat) were divided from the rest of the samples (R1, 2, 3 of El-Bayadh) by the first axis (F1). The PCA can provide more information’s about the similarities and/or the differences between the samples. In fact, the samples studied herein this investigation can be distin-guished mainly upon their composition variation relative to camphor “as major compound” and also relative to both terpinen-4-ol and borneol “as minor compounds”, among others.
The examination of the data of current study with those of literature (According to Table 3), confirmed the occur-rence of a new chemotype (camphor/1,8-cineole) native to Algeria, which was distinguished only by two major com-pounds which were camphor (39.54–67.86%) and 1,8-cin-eole (7.14–8.57%); and might also be distinguished by the minor compound α-terpineol (1.24–4.16%), which was determined in relatively higher percentages in comparison with those of literature reports. In fact, in previous studies
α-terpineol was not detected or at least was not detected at
measurable percentages in most of case studies (Table 3). Now let’s try to identify (only by assumption) the pos-sible existing chemotypes on the basis of the data provided by literature (Table 3). Upon the survey data presented in this table, the essential oils were distributed in eight chem-otypes of A. santolina (Algerian samples are not included). The first one is the Jordan chemotype (I) which enclosed four major compounds β-thujone/1,8-cineole/ camphor/terpinen-4-ol, in which the percentages of cam-phor and 1,8-cineole were very close to each other’s (17.6 and 17.5%, respectively). Before we proceed, lets mention that although they presented some similar percentages of fragranol (8.20–18.69% or 12.49 ± 3.93%), the samples
from Egypt were presenting three different chemotypes (plant part was not considered).
The second chemotype found in Egypt that might be considered is: chemotype (II) rich in 1,6-dimethyl-1,5-cy-clooctadiene (60.52%), fragranol (10.52%) and 1,8-cin-eole (8.64%) and β-thujone (8.96%), but doesn’t contain fragranyl-acetate.
The third chemotype (III) also from Egypt is very similar to the previous chemotype in almost all components, but the difference lies in lower percentage of 1,6-dimethyl-1,5-cy-clooctadiene (14.6%), and the occurrence of new component fragranyl-acetate with high amount (27.3%) found also in similar amounts in the next chemotype (IV). In this case, the major components were fragranyl acetate (27.3%), 6-dime-thyl-1,5-cyclooctadiene (14.6%), fragranol (8.2%) and 1,8-cineole (7.1%), β-thujone (8.4%) and camphor (6.7%).
The forth chemotype (IV) belongs to both Egypt and Iran countries and was rich in fragranyl acetate (28.4–51.7%) and fragranol (7.8–18.69%). In addition, this chemotype did not contain 1,6-dimethyl-1,5-cyclooctadiene, but presented rela-tively important content of terpinen-4-ol (5.89–7.1%), and doesn’t contain β-thujone at all. Let’s remind that the new
Table 4 Correlation matrix of the compounds of the essential oil of Achillea santolina L. obtained by PCA method
Variables α-Pinene Camphene 1,8-Cineole Camphor Terpinen-4-ol Borneol α-Terpineol trans-Carveol β-Pinene p-Cymene
α-Pinene 1 Camphene 0.615 1 1,8-Cineole 0.871 0.277 1 Camphor 0.369 0.656 0.417 1 Terpinen-4-ol 0.693 − 0.025 0.655 − 0.355 1 Bornol − 0.746 − 0.918 − 0.574 − 0.835 − 0.051 1 α-Terpineol − 0.141 − 0.434 0.062 − 0.134 − 0.085 0.275 1 trans-Carveol 0.012 0.688 − 0.136 0.785 − 0.703 − 0.651 − 0.047 1 β-Pinene 0.851 0.786 0.487 0.203 0.531 − 0.707 − 0.241 0.173 1 p-Cymene 0.329 0.203 − 0.031 − 0.561 0.637 0.052 − 0.464 − 0.446 0.599 1
Table 5 Correlations between variables and factors (F1, F2) obtained
by PCA method F1 F2 α-Pinene − 0.891 0.376 Camphene − 0.895 − 0.254 1,8-Cineole − 0.673 0.300 Camphor − 0.651 − 0.691 Terpinen-4-ol − 0.329 0.914 Borneol 0.955 0.295 α-Terpineol 0.329 − 0.106 trans-Carveol − 0.425 − 0.861 β-Pinene − 0.857 0.343 p-Cymene − 0.204 0.777
T. Berramdane et al.
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chemotype of Algeria did not contain neither 1,6-dimethyl-1,5-cyclooctadiene, nor fragranyl-acetate or β-thujone.
Furthermore, it was observed that the samples coming from Iran were presenting lot of dissimilarities (five possible chemotypes), and were characterized by very low contents of 1,8-cineole (0.0–0.77%). These chemotypes were somewhat unique: chemotype (V): camphor (10.27); chemotype (VI): camphor/borneol (15.61/9.34%); chemotype (VII): camphor/ germacrene D (48.11/19.91%); chemotype (VIII): germac-rene D/bicyclogermacgermac-rene (19.91/8.18%).
Finally, when referring also to Table 3, we could notice that the Jordan sample is quiet similar to the Algerian sam-ples (close chemotypes), this could be explained simply by the presence of some percentage similarities among sev-eral minor components i.e. α-pinene, camphene, terpinen-4-ol, borneol, α-terpineol, trans-carveol, etc. In addition, and like the Algerian samples, the Jordan sample exhibited high percentages of 1,8-cineole and camphor, but the differ-ence lies in their range variation values; for Jordan sample the percentage of 1,8-cineole was 17.6% which is higher (almost twice times) than the range recorded for the samples of Algeria (7.14–8.57%). Inversely the camphor which was present with almost the same percentage in Jordan sample (17.5%), is now very low than recorded for the Algerian samples (39.54–67.86%). In addition, the difference between the two chemotypes lies partially in the component terpinen-4-ol. For Jordan chemoype the percentage of this compo-nent is considerably higher than those of Algeria (7.0% vs. 0–4.32%). Finally, it was observed that this chemotype (Jordan) is characterized by the relatively highest content of
trans-carveol (4.8%) in comparison with the rest of reported
chemotypes (0.0–2.4%).
Conclusion
The analysis of chemical composition of essential oils of
A. santolina aerial parts showed the occurrence of a new
chemotype “camphor/1,8-cineole”, which was character-ized by high amounts of two major compounds camphor (39.54–67.86%) and 1,8-cineole (7.14–8.57%).
For future perspectives, and upon the fact that the studied EOs revealed the presence of high amounts of oxygenated compounds or at least the presence of 1,8-cineole (Eucalyp-tol) in good amounts (besides the high EO yields), further studies involving the investigation of antimicrobial and/ or antioxidant activities are strongly advised for this new chemotype coming from Algeria.
References
1. K. Bremer, Asteraceae: Cladistics and Classification (Timber Press, Portland, 1994), pp. 377–434
2. P. Quézel, S. Santa, O. Schotter, Nouvelle flore de l’Algerie et des
regions desertiques meridionales. Tome II. (Centre National de la
Recherche Scientifique, Paris, 1962)
3. B. Benedek, B. Kopp, M.F. Melzig, J. Ethnopharmacol. 113, 312 (2007)
4. A. Sökmen, G. Vardar-Ünlü, M. Polissiou, D. Daferera, M. Sök-men, E. Dönmez, Phytother. Res. 17, 1005 (2003)
5. M. Ünlü, D. Daferera, E. Dönmez, M. Polissiou, B. Tepe, A. Sök-men, J. Ethnopharmacol. 83, 117 (2002)
6. S. Yaeesh, Q. Jamal, A.u.. Khan, A.H. Gilani, Phytother. Res. 20, 546 (2006)
7. H.I. Abd-Alla, N.M. Shalaby, M.A. Hamed, N.S. El-Rigal, S.N. Al-Ghamdi, J. Bouajila, Arch. Pharmacal Res. 39, 10 (2016) 8. A. Ardestani, R. Yazdanparast, Food Chem. 104, 21 (2007) 9. E.B. Bali, L. Açık, P. Elçi, M. Sarper, F. Avcu, M. Vural,
Pharma-cogn. Mag. 11, S308 (2015)
10. G. Ghavami, S. Sardari, M. Shokrgozar, J. Med. Plants Res. 4, 2411 (2010)
11. A.E. Al-Snafi, Int. J. PharmTech Res. 5, 1373 (2013)
12. A. Khalil, B.F. Dababneh, A.H. Al-Gabbiesh, J. Food Agric. Envi-ron. 7, 103 (2009)
13. A. Alkofahi, R. Batshoun, W. Owais, N. Najib, Fitoterapia 67, 435 (1996)
14. A.M. El-Shazly, S.S. Hafez, M. Wink, Pharmazie 59, 226 (2004) 15. J. Zaringhalam, A. Akbari, E. Tekieh, H. Manaheji, S. Rezazadeh,
J. Chin. Integr. Med. 8, 1180 (2010)
16. M.K. Al-Hindawi, I.H. Al-Deen, M.H. Nabi, M.A. Ismail, J. Eth-nopharmacol. 26, 163 (1989)
17. N. Al-Awwadi, Int. J. Med. Plants Res. 2, 129 (2013)
18. A. Ardestani, R. Yazdanparast, Pharmacologyonline 3, 298 (2006) 19. V. Khoori, S. Nayebpour, Y. Ashrafian, M. Naseri, J. Gorgan Univ.
Med. Sci. 1, 5 (1999)
20. N. Al-Awwadi, Thi-Qar Med. J. 4, 131 (2010)
21. H.A. Twaij, E.E. Elisha, A. Kery, A.-S. Faraj, Int. J. Crude Drug Res. 26, 169 (1988)
22. E.M. Ali, H. Abd El-Moaty, J. Essent. Oil Bear. Plants. 20, 1030 (2017)
23. G.E. Nenaah, J. Pest Sci. 87, 273 (2014)
24. M.I.E. Mohamed, S.A.M. Abdelgaleil, Appl. Entomol. Zool. 43, 599 (2008)
25. A. Bader, G. Flamini, P.L. Cioni, I. Morelli, Flavour Fragr J. 18, 36 (2003)
26. M. Rahimmalek, B.E.S. Tabatabaei, N. Etemadic, S.A.H. Goli, A. Arzani, H. Zeinali, Ind. Crops Prod. 29, 348 (2009)
27. M. Farajpour, M. Ebrahimi, R. Amiri, A.S.N. Sadat, R. Golzari, J. Med. Plants Res. 5, 4393 (2011)
28. A. Motavalizadehkakhky, A. Shafaghat, H.A. Zamani, H. Akhlaghi, M. Mohammadhosseini, J. Mehrzad, Z. Ebrahimi, J. Med. Plants Res. 7, 1280 (2013)
29. C. Bekhechi, F.A. Bekkara, J. Casanova, F. Tomi, J. Essent. Oil Res. 23, 42 (2011)
30. A. Motavalizadehkakhky, Z. Ebrahimi, R. Emamiyan, A. Moham-adian, F. Abedi, Asian J. Chem. 25, 6372 (2013)